Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/86888
Title: Combining the catalytic enantioselective reaction of visible-light-generated radicals with a by-product utilization system
Authors: Huang, Xiaoqiang
Luo, Shipeng
Burghaus, Olaf
Webster, Richard David
Harms, Klaus
Meggers, Eric
Keywords: By-product Utilization
Enantioselective Radicals
Issue Date: 2017
Source: Huang, X., Luo, S., Burghaus, O., Webster, R. D., Harms, K., & Meggers, E. (2017). Combining the catalytic enantioselective reaction of visible-light-generated radicals with a by-product utilization system. Chemical Science, 8(10), 7126-7131.
Series/Report no.: Chemical Science
Abstract: We report an unusual reaction design in which a chiral bis-cyclometalated rhodium(III) complex enables the stereocontrolled chemistry of photo-generated carbon-centered radicals and at the same time catalyzes an enantioselective sulfonyl radical addition to an alkene. Specifically, employing inexpensive and readily available Hantzsch esters as the photoredox mediator, Rh-coordinated prochiral radicals generated by a selective photoinduced single electron reduction are trapped by allyl sulfones in a highly stereocontrolled fashion, providing radical allylation products with up to 97% ee. The hereby formed fragmented sulfonyl radicals are utilized via an enantioselective radical addition to form chiral sulfones, which minimizes waste generation.
URI: https://hdl.handle.net/10356/86888
http://hdl.handle.net/10220/44207
ISSN: 2041-6520
DOI: 10.1039/C7SC02621H
Rights: © 2017 The Author(s) (published by Royal Society of Chemistry). This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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